HCID 68615120, compound → HCID 68615158, compound

HRID 859203Notes

Reaction equation

HRID 859203 reaction equation
[C:1]([O:5][C:6](=[O:28])[NH:7][CH:8]1[CH2:12][C:11](=[O:13])[N:10]([C:14]2[CH:19]=[CH:18][C:17]([O:20]CC3C=CC=CC=3)=[CH:16][CH:15]=2)[CH2:9]1)([CH3:4])([CH3:3])[CH3:2]>C1COCC1.[Pd]>[C:1]([O:5][C:6](=[O:28])[NH:7][CH:8]1[CH2:12][C:11](=[O:13])[N:10]([C:14]2[CH:15]=[CH:16][C:17]([OH:20])=[CH:18][CH:19]=2)[CH2:9]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 68615120HCID 68615120, compound

Product 1

HCID 68615158HCID 68615158, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 82 mg (0.2 mmol) of (RS)-[1-(4-benzyloxy-phenyl)-5-oxo-pyrrolidin-3-yl]-carbamic acid tert-butyl ester in 2 ml of THF is hydrogenated in presence of 7 mg palladium on carbon (10%) at ambient pressure and RT during 18 h. For the working-up, the reaction mixture is filtered over Dicalit, then evaporated under reduced pressure. The crude (RS)-[1-(4-hydroxy-phenyl)-5-oxo-pyrrolidin-3-yl]-carbamic acid tert-butyl ester is obtained as a colorless oil, which is directly engaged in the next step without further purification and characterisation.

Workup

  1. filtrationthe reaction mixture is filtered over Dicalit
  2. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-31d7717e8f27470b956943d93fa3cea5
Source dataset
uspto-grants-2006_12
Patent number
US07151111B2

Reaction notes

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